Scale your short-term rentals
on autopilot.
pepperAssist uses AI agents to handle guest messages, maintenance dispatch, and owner approvals 24/7 — so you can run more properties without adding headcount.
Syncs with the platforms you already use
Third-party managers take 15–30% of your revenue
For an owner with multiple properties, that's one of the largest recurring expenses in the business — and routing through a third-party manager can also complicate certain U.S. tax strategies around material participation (talk to your tax advisor). Self-managing with the right tools removes that cost without adding a second job.
We augment your tools. We don't replace them.
Lodgify, Airbnb, VRBO, and Booking.com stay your systems of record for listings, bookings, and guest messaging. pepperAssist acts as the property manager inside those tools — reading messages, checking availability, dispatching maintenance — so you get the leverage without losing the systems you already trust.
Three agents. Zero busywork.
Each agent owns an entire operational lane — working in the background, escalating to you only when it matters.
Answers guests, knows its limits
Reads your house manual and FAQs to answer routine questions instantly — in English, Spanish, or Portuguese — and holds anything it shouldn't decide alone.
- ✓Grounded in house manual, FAQs, and reservation data
- ✓Replies in English, Spanish, or Portuguese
- ✓Holds cost or exception requests for your approval
✓ Held for approval — not auto-resolved
AI handles the volume. You decide the risk.
Approval-gating isn't a limitation bolted on top — it's the reason you can hand routine guest messages to AI without handing over judgment calls too. For anything that costs money or grants an exception, it's a hard rule the AI cannot act around — not a guardrail you dial up or down.
AI drafts
Every guest message gets a grounded draft reply, instantly.
Routine sends. Exceptions escalate.
Answering a WiFi question sends right away. A refund, discount, or rule exception waits for you.
You decide
Approve, reject, or suggest an alternative — on the web or from Telegram.
AI acts
The guest (or vendor) gets exactly what you decided — never before.
Every reply — AI or human — lands in your Unified Inbox, visible and replaceable by you at any time. Nothing the AI sends is a black box.
Every decision request also names exactly what it's asking for — refund, discount, early check-in, and more — on the web and in Telegram. You always know what kind of call you're making, never just "approve or reject."
Every past decision stays reviewable too — what was asked, who decided, and when — not just the pending queue. Nothing you've already decided quietly disappears.
This is human-on-the-loop, not human-in-the-loop: the AI runs on its own within these guardrails, but you can step in on a single case any time. Want to handle a specific guest yourself? One toggle pauses AI replies for that stay only — everyone else at the property keeps getting AI replies, and the guest's messages still land in your inbox. Need it off for a whole property instead? Same toggle, one level up.
See what autopilot is worth to you.
Watch a guest question resolve itself.
No canned scripts. Pepper reads context — the listing, the guest, the house manual — and replies like your best team member would.
- 1
Understands intent
Pulls the right answer from that property's house manual and FAQs.
- 2
Acts across systems
Flags maintenance, checks availability, escalates when it should.
- 3
Loops you in when needed
One tap to take over any conversation, any time.
pepperAssist
Guest chat · Illustrative example
✓ Resolved instantly, no owner action needed
Everything runs in one place.
Multi-channel sync
Connects through Lodgify to keep every message, reservation, and property detail in lockstep across Airbnb, VRBO, Booking.com, and Google Vacation Rentals.
Human-in-the-loop
Jump into any conversation with a single click — Pepper hands off seamlessly, and never auto-approves money or exceptions on its own.
Maintenance & vendor dispatch
A guest report becomes a ticket automatically. The AI texts a vendor to negotiate price and timing, gated through your approval.
Multi-language intelligence
Answers guests in English, Spanish, or Portuguese automatically — the languages covering the vast majority of STR guest traffic — with an English reply for anything else.
One dashboard, today's picture
Revenue month-to-date, current guests, a 7-day guest-satisfaction trend, and vendor response times — pulled from data already flowing through the app, not a separate report to run.
No data yet shows as no data, never a fake number. Press ⌘K to jump straight to any property, vendor, ticket, or FAQ.
Whoever runs the portfolio, Pepper has a lane for them.
Property owner
1–50 properties
Self-manage without hiring a night-shift coordinator. pepperAssist handles guest messages and maintenance while you keep the margin a third-party manager would otherwise take.
Property manager
STR, mid-term, or long-term
Run a growing portfolio without adding headcount for every new door — the inbox, approvals, and vendor dispatch scale with you.
Operations manager
Portfolio-wide visibility
See every conversation, ticket, and vendor status in one dashboard — decide what needs your judgment and let the AI handle the rest.
Ready to take your hands off the keyboard?
pepperAssist is pre-launch — we're onboarding a small group of hosts directly. Tell us about your portfolio and we'll reach out.